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Tropical Oasis Near Treasure Island Beach

Unwind at The Break, your tropical oasis near Treasure Island Beach. - 2 bedrooms, 1 bath for up to 4 guests - Restful hot tub and BBQ in the tropical backyard - Fully-equipped kitchen for gourmet meals - Soothing living room with smart TV and board games - Beach gear provided for your convenience - Step into our little corner of paradise at our newly refurbished property, a true family-friendly sanctuary with a Florida twist. - Short walk to local attractions and the beach.

Waterfront Villa w/Hot Tub• Game Room•Kayaks•Bikes

Welcome to Seaside Sanctuary 🌊🌅 – Your Ultimate Waterfront Escape Nestled in charming Crystal Beach, this spacious 4-bedroom, 2.5-bath retreat perfectly blends luxury, comfort, and coastal fun. Go kayaking from your direct Intracoastal access, soak in unobstructed sunsets, relax in the hot tub, challenge friends in the game room, or grill a delicious meal on the patio 🥙. Perfect for family reunions, bestie getaways, wedding weekends—or simply because you deserve a seaside escape!

Billy's Beach Bungalow

Welcome to Billy’s Beach Bungalow—your cozy coastal escape just steps from the sand. Located directly across from the beach, this charming 2BR/1BA retreat sleeps up to six with a queen bed, bunk beds, and a pull-out sofa. Enjoy beach chairs, 2 kayak with a launche and fishing docks, walkable rentals, and a beach trolley every 30 minutes. Close to dining, live music, and beach-town fun. Please note: this is a pet-free property to help keep the space fresh and comfortable for all guests.

Luxe Beach House A/Heated Pool/2 min walk to Beach

Welcome to your home away from home. Sand, sun and ocean breeze are waiting for you. BeachHouse is located 2 minutes walk from the beautiful and quite beach with direct beach access.Its a newly built four story house with nice and private backyard,heated pool,hot tub and beautiful rooftop. We have everything that you need for bigger groups of families to relax on your Beach vacation. BeachHouse is in a quiet neighborhood and walking distance from restaurants, bars and stores. BTR#2099

Amazing Private Beach Home

🏡 Welcome to your stunning waterfront retreat with a true million-dollar view! Tucked away on a peaceful cul-de-sac along Oldsmar’s picturesque Shore Boulevard, this elevated home offers a truly special and serene escape. Set on a generous half-acre lot, the property showcases sweeping panoramic views of the sparkling Tampa Bay waters. With 165 feet of private water frontage, you’ll be perfectly positioned to relax, unwind, and enjoy an unforgettable waterfront stay.

High-end Beach heaven, Sleeps 10, 3 private decks

Ideal for those who appreciate single-level living. 3 bedrooms & 2 baths located on the main floor, & loft-style 4th bedroom upstairs. Enjoy 3 decks!: a private beach deck just a 30-second walk away + front & upper decks offering partial ocean views perfect for morning coffee or for cocktails. The primary booking guest must be at least 27 years old, stay on-site during the reservation, and provide valid government-issued ID to host within 24 hrs of booking. Vtr -1609

Sandy Shores | Steps to Beach • Pet Friendly

SUNNY ORANGE STAYS presents… 🌴 Sandy Shores Unit 1 Discover a hidden gem in the heart of Clearwater Beach! This charming 2-bedroom single-level home puts you just seconds from the sugar-white sands and sparkling Gulf waters. Located right next to local favorites like Frenchy's Rockaway Grill and Palm Pavilion, it is pet-friendly too! Perfect for couples, small families, and fur babies looking to live the local beach lifestyle. Learn more below…👇

Lakefront beach house Ultimate family vacation

Waterfront paradise. Dock, fishing, pool, hot tub, outdoor living, fire pit, this home is our oasis and we are positive it will be yours. Imagine breathtaking sunrises, while you sip your coffee on the dock surrounded by bird calls. We don't have to imagine that's every morning for us. Come enjoy our home that has the perfect layout for family time. Equipped with everything to make your stay amazing. Boat rental available upon request.

Casa Del Sol | Private Beachfront, Pool Table

Welcome to Casa Del Sol! Get ready to relax and unwind at this charming 3-bedroom, 2-bathroom home, complete with its own scenic beach access. Whether you're sipping your morning coffee on the top balcony with stunning views of the Gulf of Mexico, or enjoying quality time with loved ones in the cozy outdoor sitting area downstairs, this little slice of paradise has everything you need for an unforgettable vacation. * Under new management

Sunset Waterfront Retreat| Firepit, Dock&Game Room

🌴 Escape slice of paradise, just minutes from the beach and surrounded by Florida’s natural beauty. This 2BR waterfront home features a private dock, a fully stocked game room, and a Florida room with sunset views and a cozy coffee bar. Relax outdoors with a fire pit, BBQ grill, and 6 lounge chairs. This is a single-story property. Whether you’re here to unwind, explore, or entertain, this home has it all.

Near Trail & Pier | Crystal Beach Bungalow

Modern 3BR/2BA retreat in the heart of Crystal Beach, Palm Harbor. Fully remodeled interior with a bright, coastal feel and a private backyard featuring a gazebo with outdoor dining. Just 1 block to the Pinellas Trail for biking and running, and 3 minutes to Crystal Beach Pier and its charming waterfront mini beach. Central location with easy access to all of Palm Harbor’s dining, parks, and Gulf sunsets.

Mobbly House

A cozy dwelling in the quaint neighborhood of Oldsmar. Golfcart town and 30 minutes from Clearwater Beach and Honeymoon Island state park. Mobbly House is across the street from Mobbly wildlife preserve nature park and beach on Old Tampa Bay with empower zip lines one mile away. Also check out our other listing, Fountain House if available.